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Issue 20, 2018
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Electronic effect of substituents on anilines favors 1,4-addition to trans-β-nitrostyrenes: access to N-substituted 3-arylindoles and 3-arylindoles

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Abstract

A simple and an efficient method for the regioselective synthesis of N-alkyl/aryl/H 3-arylindole derivatives from N-substituted anilines and trans-β-nitrostyrenes has been described using 10 mol% of bismuth(III) triflate as a catalyst in acetonitrile at 80 °C. The present protocol profits from the formation of new C–C and C–N bonds, broad substrate scope and moderate to good yields.

Graphical abstract: Electronic effect of substituents on anilines favors 1,4-addition to trans-β-nitrostyrenes: access to N-substituted 3-arylindoles and 3-arylindoles

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Publication details

The article was received on 28 Mar 2018, accepted on 24 Apr 2018 and first published on 24 Apr 2018


Article type: Paper
DOI: 10.1039/C8OB00736E
Citation: Org. Biomol. Chem., 2018,16, 3760-3770
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    Electronic effect of substituents on anilines favors 1,4-addition to trans-β-nitrostyrenes: access to N-substituted 3-arylindoles and 3-arylindoles

    R. Gattu, S. Bhattacharjee, K. Mahato and A. T. Khan, Org. Biomol. Chem., 2018, 16, 3760
    DOI: 10.1039/C8OB00736E

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